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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1699621Generated: October 30, 2026

Acetic Acid → 6-Benzenesulfonylcarbamoyl-1-(biphenyl-4-ylmethyl)-2-methoxybenzimidazole

https://huagongshe.com/reaction/1699621

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTetramethyl orthocarbonateHCID 74613—
ReactantN-benzenesulfonyl-4-amino-3-(biphenyl-4-ylmethylamino)benzamideHCID 53635937—
SolventMethanolHCID 887—
Product6-Benzenesulfonylcarbamoyl-1-(biphenyl-4-ylmethyl)-2-methoxybenzimidazoleHCID 5395992464.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

Tetramethoxymethane (0.250 g) is added to an acetic acid solution (3 ml) of N-benzenesulfonyl-4-amino-3-(biphenyl-4-ylmethylamino)benzamide (0.400 g), and the solution is stirred for two hours at 80° C. Methanol is added to the reaction solution, and precipitated crystals are collected. The crystals are washed in a mixture solvent of acetone (1 ml) and methanol (8 ml), separated through filtration, dried and thus, 6-benzenesulfonylcarbamoyl-1-(biphenyl-4-ylmethyl)-2-methoxybenzimidazole (0.280 g) is obtained. 1H-NMR (DMSO-d6, δ): 4.17 (3H, s), 5.33 (2H, s), 7.30 (2H, d, J=8.2 Hz), 7.35 (1H, t, J=7.4 Hz), 7.44 (2H, t, J=7.5 Hz), 7.50 (1H, d, J=8.4 Hz), 7.60-7.65 (6H, m), 7.68-7.72 (2H, m), 7.98-8.01 (2H, m), 8.05 (1H, d, J=1.5 Hz), 8.18 (1H, s), 12.50 (1H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06348032B1
Source datasetuspto-grants-2002_02
ORD IDord-4fc001d619c544e1a3306b0e03e2ad56
Source noteuspto-grants-2002_02